A chloride channel blocker and GPR35 agonist
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NPPB

Item No. 17292

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-nitro-2-[(3-phenylpropyl)amino]-benzoic acid
CAS Number
107254-86-4
Synonyms
  • HOE 144
  • Hoechst 144
Molecular Formula
C16H16N2O4
Formula Weight
300.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 1 mg/ml
λmax
215, 366 nm
SMILES
OC(C1=C(NCCCC2=CC=CC=C2)C=CC([N+]([O-])=O)=C1)=O
InChi Code
InChI=1S/C16H16N2O4/c19-16(20)14-11-13(18(21)22)8-9-15(14)17-10-4-7-12-5-2-1-3-6-12/h1-3,5-6,8-9,11,17H,4,7,10H2,(H,19,20)
InChi Key
WBSMIPAMAXNXFS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $62

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    25 mg

    $134

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    50 mg

    $222

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    Product Description

    NPPB is a chloride channel blocker (IC50 = 80 nM) that has also been identified as a GPR35 agonist.1,2,3 It has been shown to activate the GPR35-Gαi/o and GPR35-Gα16 pathways in HEK293 cells, inducing intracellular calcium mobilization.3 NPPB has protonophoric activity and has been used to uncouple mitochondrial ATP synthesis in phagocytes.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Keeling, D.J., Taylor, A.G., and Smith, P.L. Effects of NPPB (5-nitro-2-(3-phenylpropylamino)benzoic acid) on chloride transport in intestinal tissues and the T84 cell line. Biochim. Biophys. Acta 1115(1), 42-48 (1991).

    2. Bertollini, C., Murana, E., Mosca, L., et al. Transient increase in neuronal chloride concentration by neuroactive aminoacids released from glioma cells. Front. Mol. Neurosci. 5, 100 (2012).

    3. Taniguchi, Y., Tonai-Kachi, H., and Shinjo, K. 5-Nitro-2-(3-phenylpropylamino)benzoic acid is a GPR35 agonist. Pharmacology 82(4), 245-259 (2008).

    4. Lukacs, G.L., Nanda, A., Rotstein, O.D., et al. The chloride channel blocker 5-nitro-2-(3-phenylpropyl-amino) benzoic acid (NPPB) uncouples mitochondria and increases the proton permeability of the plasma membrane in phagocytic cells. FEBS Lett. 288(1-2), 17-20 (1991).